Vacation in Villa 5! End/Corner Condo!Steps to the Bay & Steps to the Gulf Beach! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Villa 5 Gulf to Bay Vacation! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Villa 5 Sunny End Unit - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Villa 5 Water View from Patio/Living Area/Kitchen/Bedroom - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Entry New Porcelain Tile Flooring Throughout. - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
New Updated Kitchen - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
New Updated Kitchen - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
New Updated Kitchen - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
New Updated Kitchen - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Great Room with Kitchen Island Seating - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Great Room with Kitchen Island Seating - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Great Room with Kitchen Island Seating - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Living Area - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Dining Area - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Great Room & Patio - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Primary Bedroom - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Primary Bedroom with "En Suite Bathroom" - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Primary Bedroom "En Suite Bathroom" - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Primary Bedroom Walk-in Closet - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
2nd Bedroom - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
2nd Bedroom - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Guest Bathroom - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Laundry/Utility Room - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Villa 5 Back Patio - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Villa 5! Gulf to Bay Vacation Living at it's Finest! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Entry - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Amenities - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Public & Deeded Beach Access - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Deeded Beach Access - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Public Beach Access directly across the street. - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Amazing Colors of the Gulf! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Uncrowded Beaches of Longboat Key on the Gulf! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
North Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
North Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
North Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
South Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
South Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
South Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Manatees at the South Marina - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Kayak Storage at both North & South Marinas - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Kayak Fun between G and E Buildings - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Kayak Launches at both North & South Marinas - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Office and Clubhouse - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Clubhouse - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Clubhouse - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Separate Men and Women Saunas - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Library - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fitness Room - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fitness Room - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fitness Room - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Aerial of Shuffleboard - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Shuffleboard - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Tennis & Pickleball Courts - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
North Pool - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
North Pool - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
South Pool - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
South Pool - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fire Pits and Barbecues throughout the Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fire Pits and Barbecues throughout the Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Fire Pits and Barbecues throughout the Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
1/2 Mile Nature Trails on Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
1/2 Mile Nature Trails on Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
1/2 Mile Nature Trails on Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Tranquility Bench Southernmost Corner of Property - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay at Night! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay at Night! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Windward Bay Birds Flying at a Spectacular Sunrise! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Breathtaking Sunrises on Sarasota Bay! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
Welcome to the Perfect Location at Windward Bay on Longboat Key! - 4780 GULF OF MEXICO DR. VILLA 5, LONGBOAT KEY
69 photos

$7,000

4780 GULF OF MEXICO DR. VILLA 5
LONGBOAT KEY, FL 34228
Listed by Debby McCaig · COLDWELL BANKER REALTY
Bedrooms
2
Bathrooms
2
Living area
1,325 sqft
Year built
1974

About this home

Booking Now for Summer 2027! Booked for January-June 30, 2027. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including private deeded beach access. Appreciate the convenience of pulling directly into your private carport with no steps or elevators and relish the peace and privacy of having no neighbors above or below during your stay. This beautifully appointed coastal villa features two bedrooms, two bathrooms, a spacious open concept living area, and an opulent interior design that is soaked in sunlight. The brand new remodeled and fully equipped kitchen is ideal for preparing meals with fresh local ingredients from nearby farmers' markets or head out to dine at one of the delectable nearby restaurants. Windward Bay is a low-density, wildlife-rich community nestled mid-Longboat Key on 26 acres, offering resort-style amenities including two heated pools, two tennis/pickleball courts, two marinas, kayak racks, shuffleboard, a clubhouse with kitchen, library, fitness room, two saunas, and multiple fire pits and barbecue areas throughout the property. Enjoy half a mile of scenic waterfront trails and direct access to the Gulf or Bay for boating, fishing, or simply soaking up the sun. Located just minutes from Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and vibrant cultural attractions. This is a rare opportunity to create lasting memories in a home that guests return to year after year. This villa is more than a vacation rental — it’s a tradition. One couple has returned every March and April for over a decade, drawn by the comfort, beauty, and unbeatable location.

Property details

MLS #
MFRA4668115
Property type
Villa
Subdivision
WINDWARD BAY AMD
Status
Active
Days on market
212
On market date
October 17, 2025
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
26.67 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
BAYSHORE ELEMENTARY SCHOOL
4.15 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
677
Student:teacher ratio
14.7:1
District
MANATEE
Middle
ELECTA LEE MAGNET MIDDLE SCHOOL
4.25 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
780
Student:teacher ratio
16.6:1
District
MANATEE
HighCharter
STATE COLLEGE OF FLORIDA COLLEGIATE SCHOOL
4.37 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
504
Student:teacher ratio
25.2:1
District
MANATEE

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

44
Somewhat walkable
out of 100
EPA National Walkability Index
11.8 / 20 -- Above average walkable
Google Places amenity density
21 / 100
Restaurants & cafes1
Grocery stores0
Parks5
Schools0
Transit stops1
Pharmacies0

Mortgage calculator

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Est. monthly payment
$192/mo
$1,400 down
$5,600 loan
Principal & interest$36
Property tax (est.)$6
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated May 18, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.